West Bayside Vacation Packages

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Top Holiday Package Deals in West Bayside

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
per person
Feb. 3 - Feb. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
Very nice stay, staff very friendly

Reviewed on Dec. 24, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Feb. 3 - Feb. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,428 reviews)
Very well kept, clean and centrally located hotel. Staff was great & helpful, but still, severely understaffed. A few times, no one in the lobby at all at night (gave me a security concern). Breakfast was good, not great (raw English muffin). They offer a nice deal on the $35 / night resort fee. You can have breakfast, room service, or some other hotel service applied to the resort fee. So we had breakfast for about 65 dollars (we figured 2 x $35 / night resort fee is $70 to spend). However, when checking out, they informed us that you have to spend $35 on two separate days, you cannot apply the $70 to a single day's expense. So we were only able to apply the $35 for the day we had breakfast (so $35 credit, and another $30 out of our pocket). And we couldn't spend the other $35 in time. They should really explain that at check in.

Reviewed on Dec. 24, 2024

The McKernan Inn

The McKernan Inn

3 out of 5
per person
Feb. 3 - Feb. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8/10 Very Good! (11 reviews)
Beautiful views of the harbor! beds very comfortable! staff welcoming and helpful. Would definitely stay again!

Reviewed on Oct. 6, 2024

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
Stroudwater
per person
Feb. 3 - Feb. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,035 reviews)
Very friendly staff. Great room.

Reviewed on Dec. 25, 2024

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
Feb. 3 - Feb. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
Checks all the boxes… and then some. My go to spot.

Reviewed on Dec. 10, 2024

Where to stay in West Bayside

Find the best West Bayside areas and neighborhoods for the activities you enjoy most. Learn more about West Bayside
State Street Church

Downtown Portland

4 out of top 10 points of interest in this area
4.5/5(11 area reviews)

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Fore Street Gallery, you won't get bored spending a day wandering around this part of Portland.

Find hotel + flight trips in Downtown Portland

West Bayside Hotel Deals

The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Jan. 19 to Jan. 20
CA $141
CA $158 total
includes taxes & fees
Jan 19 - Jan 20, 2025
8.8/10 Excellent! (1,002 reviews)
"Very nice stay, staff very friendly"

Reviewed on Dec. 24, 2024

The Westin Portland Harborview
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jan. 1 to Jan. 2
CA $134
CA $149 total
includes taxes & fees
Jan 1 - Jan 2, 2025
7.6/10 Good! (1,008 reviews)
"The property was excellent. The only issue was the shower in the room. Also the vending machines were a bit tricky to operate. The staff was excellent. The room was clean and comfortable."

Reviewed on Dec. 23, 2024

Ramada Plaza by Wyndham Portland
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Jan. 1 to Jan. 2
CA $160
CA $231 total
includes taxes & fees
Jan 1 - Jan 2, 2025
9/10 Wonderful! (1,425 reviews)
"Beautiful hotel with an amazing staff. We felt very welcome. The bed was very comfortable. Clean bathroom. It was also beautifully decorated for the holidays."

Reviewed on Dec. 24, 2024

Portland Harbor Hotel
See all 2,162 properties in West Bayside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a West Bayside vacation package cost?
Live it up in West Bayside from as little as CA $832. We offer a wonderful selection of flights, rental cars and hotels to suit your budget. Land even better deals when you add some experiences or tours to your vacation package.
How do I get a cheap travel package to West Bayside?
Booking a West Bayside vacation package with Expedia is a simple way to save. We have over 550 partner airlines and 1,000,000 hotels worldwide. With such a huge range to choose from, you’ll have no hassles creating your dream vacation.
Where should I stay in West Bayside?
Make sightseeing easier by staying in a hotel close to West Bayside’s fantastic attractions. University of Southern Maine and Portland Museum of Art are two visitor favorites.
How far in advance should I book my West Bayside vacation?
It can be hard to know when the best time is to book your West Bayside trip. But generally the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels nearly a year prior to departure. If you’re eager to escape on a last-minute getaway, no need to panic! There are terrific deals posted on Expedia every day.
What does an Expedia West Bayside travel package include?
You can select from any combination of flights, hotels and rental cars. Once you’ve made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That’s also possible. The choice is all yours when it comes to planning your perfect West Bayside trip.
What should I know before booking a West Bayside travel package?
So many places to wander around, so many things to experience. With a package, you’ll be able to check more of them off your list. Combine your flights, hotels and rental cars and land big savings.
Can I choose my airline with a West Bayside Expedia vacation package?
Yes, and with over 550 airlines to choose from throughout the world, it’s all about choice. Browse the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my West Bayside vacation package?
You sure can, and we’ll help you every step of the way. You may be able to cancel and rebook your West Bayside vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.

Discover the most popular places to visit in West Bayside

State Theatre showing street scenes as well as an individual female

State Theatre

4.5/5(5 reviews)

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Portland Museum of Art which includes interior views and art as well as a small group of people

Portland Museum of Art

5/5(5 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
East End Beach which includes a sandy beach and general coastal views as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach

Things to do

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

CA $13
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Half Day Private Boat Charter from Portland

Half Day Private Boat Charter from Portland

CA $936
per traveller
Half Day Private Boat Charter from Portland
Old Wharf Street Portland, ME

Audio Guided Walking Tour from Old Port of Portland, Maine

CA $11
per adult
Audio Guided Walking Tour from Old Port of Portland, Maine
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.